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CS-W001157 4
Total: USD 88.00

2-(2-Furanyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

  • CAS No. 374790-93-9

  • Cat. No. CS-W015756
  • Purity≥95%
  • MDL No.MFCD02094008

*For research and further manufacturing use only, not for direct human use.

2-(2-Furanyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-W015756

Structure of 374790-93-9

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General Information

  • CAS No. 374790-93-9
  • Cat. No. CS-W015756
  • Purity ≥95%
  • MDL No. MFCD02094008
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₅BO₃
  • Molecular Weight 194.04
  • Synonym(s) Furan-2-boronic acid pinacol ester
  • SMILES CC1(C)C(C)(C)OB(C2=CC=CO2)O1

Description

This boronate ester features a 2-furanyl group integrated into a stable dioxaborolane scaffold, enabling efficient coupling in Suzuki-Miyaura reactions. The tetramethyl substitution enhances shelf life and resistance to hydrolysis, while the furan moiety provides a bioactive handle for pharmaceutical and agrochemical synthesis.

Application

2-(2-Furanyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a stable, bench-ready boronate building block for Suzuki-Miyaura cross-coupling reactions. Its furan-containing structure enables efficient incorporation into heteroaromatic scaffolds, with excellent functional group tolerance and predictable reactivity. The tetramethyl-substituted dioxaborolane enhances stability and simplifies purification, making it ideal for iterative synthesis workflows in medicinal chemistry and materials development.

Synthesis

  • Route1
    • null|null
      584-12-3
    • null|null
      61676-62-8
    • ~78%
    • In-stock
      2-(2-Furanyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-W015756
      374790-93-9

    References

    • Muroga, Tatsuoki; Sakaguchi, Toshikazu; Hashimoto, Tamotsu Polymer (United Kingdom), 2012 , vol. 53, # 20 p. 4380 - 4387
  • Route2
    • 2-Iodofuran|CS-0304947
      54829-48-0
    • null|null
      25015-63-8
    • ~85%
    • In-stock
      2-(2-Furanyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-W015756
      374790-93-9

    References

    • Melaimi, Mohand; Mathey, Francois; Le Floch, Pascal Journal of Organometallic Chemistry, 2001 , vol. 640, # 1-2 p. 197 - 199
  • Route3
    • null|null
      110-00-9
    • null|null
      25015-63-8
    • ~66%
    • In-stock
      2-(2-Furanyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-W015756
      374790-93-9

    References

    • Hatanaka, Tsubasa; Ohki, Yasuhiro; Tatsumi, Kazuyuki Chemistry - An Asian Journal, 2010 , vol. 5, # 7 p. 1657 - 1666

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   31.6
  • LogP   1.5788
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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